Hydrogen Peroxide → Butyl imino diperoxy propionic acid oxide

HRID 36541

Reaction equation

HRID 36541 reaction equation
[CH2:1]([CH:5]([CH2:10][NH:11][CH2:12][CH2:13][C:14](O)=[O:15])[C:6](O)=[O+:7][O-])[CH2:2][CH2:3][CH3:4].[OH:17][OH:18].C(OCC)(=[O:21])C.[O:25]=[O:26]>CS(O)(=O)=O>[CH2:1]([CH:5]([CH2:10][NH:11][CH2:12][CH2:13][C:14]([O:25][OH:26])=[O:15])[C:6](=[O:7])[O+:17]([O-:21])[OH:18])[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 977OxygenHCID 8857Ethyl AcetateHCID 178444799HCID 178444799, compound

Product 1

HCID 131718998Butyl imino diperoxy propionic acid oxideYield 72%

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Conditions

Temperature
15 °C

Procedure

5 g (0.021 mol) product from example 7b was dissolved in 10 ml 98% methane-sulfonic acid during 10 minutes at 35° C. and was then cooled to 15° C. 5.14 (0.128 mol) 85% hydrogen peroxide was added by drops, the temperature not exceeding 25° C. After 2 hours at 30° C., 400 ml ice-cold (0°-10° C.) ethyl acetate and 100 ml saturated (NH4)2SO4 solution were added and the mixture was allowed to stand for another 2 hours under agitation. The ethyl acetate phase was separated and dried over Na2SO4, whereupon the ethyl acetate was evaporated at 30° C. until a slightly yellow, viscous oil formed. Titration on active oxygen showed a yield of 72%.

Workup

  1. customexceeding 25° C
  2. waitto stand for another 2 hours under agitation
  3. customThe ethyl acetate phase was separated
  4. dry with materialdried over Na2SO4, whereupon the ethyl acetate
  5. customwas evaporated at 30° C. until a slightly yellow, viscous oil
  6. customformed

Sources & evidence

ORD record
ord-f3cd72537c1a49939fd57f2a74efcb57
Source dataset
uspto-grants-1995_05
Patent number
US05415668

Linked notes

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